Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
Autor(a) principal: | |
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Data de Publicação: | 2016 |
Outros Autores: | , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.ica.2016.03.005 http://hdl.handle.net/11449/161431 |
Resumo: | Two new copper(II) complexes with the deprotonated ligand 3-hydroxypicolinic acid (3-HPA) and heterocyclic bases (1,10-phenanthroline - phen or 2,2'-bipyridine -bpy) were synthesized. [Cu(3-HPA)(phen)ClO4] I and [Cu(3-HPA)(bpy)ClO4] II were characterized by elemental analyses, conductivity measurements, FT-IR, UV-Vis, EPR and High-resolution Electrospray Ionization Mass Spectrometry (HRESIMS). The results indicate that the geometry around the copper ion is distorted square-pyramidal, and that the copper ion is coordinated to 3-HPA via oxygen and nitrogen atoms, and to heterocyclic bases via their two nitrogen atoms. A perchlorate ion weakly bonded occupies the apical position, completing the metal coordination sphere. In this work, the compound [Cu(3-HPA)(2)] III was also synthesized using a new method, different from that described in the literature. The cytotoxic activity of these compounds against tumor and normal cell lines was investigated. Complex I exhibited a strong antitumor activity, being the most active in the series of studied complexes. The compounds were also evaluated for activity against Mycobacterium tuberculosis, and the complex I displays good antimycobacterial activity, while compounds II and III were only moderately active. (C) 2016 Elsevier B.V. All rights reserved. |
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Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acidCopper complexesN-donor heterocyclic ligandsAntimycobacterial activity3-Hydroxypicolinic acidCytotoxicity activityTwo new copper(II) complexes with the deprotonated ligand 3-hydroxypicolinic acid (3-HPA) and heterocyclic bases (1,10-phenanthroline - phen or 2,2'-bipyridine -bpy) were synthesized. [Cu(3-HPA)(phen)ClO4] I and [Cu(3-HPA)(bpy)ClO4] II were characterized by elemental analyses, conductivity measurements, FT-IR, UV-Vis, EPR and High-resolution Electrospray Ionization Mass Spectrometry (HRESIMS). The results indicate that the geometry around the copper ion is distorted square-pyramidal, and that the copper ion is coordinated to 3-HPA via oxygen and nitrogen atoms, and to heterocyclic bases via their two nitrogen atoms. A perchlorate ion weakly bonded occupies the apical position, completing the metal coordination sphere. In this work, the compound [Cu(3-HPA)(2)] III was also synthesized using a new method, different from that described in the literature. The cytotoxic activity of these compounds against tumor and normal cell lines was investigated. Complex I exhibited a strong antitumor activity, being the most active in the series of studied complexes. The compounds were also evaluated for activity against Mycobacterium tuberculosis, and the complex I displays good antimycobacterial activity, while compounds II and III were only moderately active. (C) 2016 Elsevier B.V. All rights reserved.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de Minas Gerais (FAPEMIG)INCT-CataliseUniv Fed Uberlandia, Inst Quim, Joao Naves de Avila Ave,2121,Campus Santa Monica, BR-38400902 Uberlandia, MG, BrazilUniv Fed Minas Gerais, Dept Quim, Belo Horizonte, MG, BrazilUniv Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, NPPNS, BR-14040903 Ribeirao Preto, SP, BrazilUniv Sao Paulo, Inst Quim, Sao Paulo, SP, BrazilUniv Estadual Paulista, Dept Ciencias Biol, Fac Ciencias Farmaceut, Campus Araraquara, BR-14801902 Araraquara, SP, BrazilUniv Estadual Paulista, Dept Ciencias Biol, Fac Ciencias Farmaceut, Campus Araraquara, BR-14801902 Araraquara, SP, BrazilFAPEMIG: APQ-00330-14FAPEMIG: CEX - RED-00010-14Elsevier B.V.Universidade Federal de Uberlândia (UFU)Universidade Federal de Minas Gerais (UFMG)Universidade de São Paulo (USP)Universidade Estadual Paulista (Unesp)Almeida, Janaina do CoutoMarzano, Ivana M.Pivatto, MarcosLopes, Norberto P.Da Costa Ferreira, Ana M.Pavan, F. R. [UNESP]Silva, I. C. [UNESP]Pereira-Maia, Elene C.Von Poelhsitz, G.Guerra, Wendell2018-11-26T16:32:43Z2018-11-26T16:32:43Z2016-05-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article87-92application/pdfhttp://dx.doi.org/10.1016/j.ica.2016.03.005Inorganica Chimica Acta. Lausanne: Elsevier Science Sa, v. 446, p. 87-92, 2016.0020-1693http://hdl.handle.net/11449/16143110.1016/j.ica.2016.03.005WOS:000374385600011WOS000374385600011.pdfWeb of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengInorganica Chimica Acta0,485info:eu-repo/semantics/openAccess2023-11-13T06:11:54Zoai:repositorio.unesp.br:11449/161431Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-11-13T06:11:54Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid |
title |
Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid |
spellingShingle |
Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid Almeida, Janaina do Couto Copper complexes N-donor heterocyclic ligands Antimycobacterial activity 3-Hydroxypicolinic acid Cytotoxicity activity |
title_short |
Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid |
title_full |
Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid |
title_fullStr |
Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid |
title_full_unstemmed |
Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid |
title_sort |
Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid |
author |
Almeida, Janaina do Couto |
author_facet |
Almeida, Janaina do Couto Marzano, Ivana M. Pivatto, Marcos Lopes, Norberto P. Da Costa Ferreira, Ana M. Pavan, F. R. [UNESP] Silva, I. C. [UNESP] Pereira-Maia, Elene C. Von Poelhsitz, G. Guerra, Wendell |
author_role |
author |
author2 |
Marzano, Ivana M. Pivatto, Marcos Lopes, Norberto P. Da Costa Ferreira, Ana M. Pavan, F. R. [UNESP] Silva, I. C. [UNESP] Pereira-Maia, Elene C. Von Poelhsitz, G. Guerra, Wendell |
author2_role |
author author author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Federal de Uberlândia (UFU) Universidade Federal de Minas Gerais (UFMG) Universidade de São Paulo (USP) Universidade Estadual Paulista (Unesp) |
dc.contributor.author.fl_str_mv |
Almeida, Janaina do Couto Marzano, Ivana M. Pivatto, Marcos Lopes, Norberto P. Da Costa Ferreira, Ana M. Pavan, F. R. [UNESP] Silva, I. C. [UNESP] Pereira-Maia, Elene C. Von Poelhsitz, G. Guerra, Wendell |
dc.subject.por.fl_str_mv |
Copper complexes N-donor heterocyclic ligands Antimycobacterial activity 3-Hydroxypicolinic acid Cytotoxicity activity |
topic |
Copper complexes N-donor heterocyclic ligands Antimycobacterial activity 3-Hydroxypicolinic acid Cytotoxicity activity |
description |
Two new copper(II) complexes with the deprotonated ligand 3-hydroxypicolinic acid (3-HPA) and heterocyclic bases (1,10-phenanthroline - phen or 2,2'-bipyridine -bpy) were synthesized. [Cu(3-HPA)(phen)ClO4] I and [Cu(3-HPA)(bpy)ClO4] II were characterized by elemental analyses, conductivity measurements, FT-IR, UV-Vis, EPR and High-resolution Electrospray Ionization Mass Spectrometry (HRESIMS). The results indicate that the geometry around the copper ion is distorted square-pyramidal, and that the copper ion is coordinated to 3-HPA via oxygen and nitrogen atoms, and to heterocyclic bases via their two nitrogen atoms. A perchlorate ion weakly bonded occupies the apical position, completing the metal coordination sphere. In this work, the compound [Cu(3-HPA)(2)] III was also synthesized using a new method, different from that described in the literature. The cytotoxic activity of these compounds against tumor and normal cell lines was investigated. Complex I exhibited a strong antitumor activity, being the most active in the series of studied complexes. The compounds were also evaluated for activity against Mycobacterium tuberculosis, and the complex I displays good antimycobacterial activity, while compounds II and III were only moderately active. (C) 2016 Elsevier B.V. All rights reserved. |
publishDate |
2016 |
dc.date.none.fl_str_mv |
2016-05-01 2018-11-26T16:32:43Z 2018-11-26T16:32:43Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1016/j.ica.2016.03.005 Inorganica Chimica Acta. Lausanne: Elsevier Science Sa, v. 446, p. 87-92, 2016. 0020-1693 http://hdl.handle.net/11449/161431 10.1016/j.ica.2016.03.005 WOS:000374385600011 WOS000374385600011.pdf |
url |
http://dx.doi.org/10.1016/j.ica.2016.03.005 http://hdl.handle.net/11449/161431 |
identifier_str_mv |
Inorganica Chimica Acta. Lausanne: Elsevier Science Sa, v. 446, p. 87-92, 2016. 0020-1693 10.1016/j.ica.2016.03.005 WOS:000374385600011 WOS000374385600011.pdf |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Inorganica Chimica Acta 0,485 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
87-92 application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier B.V. |
publisher.none.fl_str_mv |
Elsevier B.V. |
dc.source.none.fl_str_mv |
Web of Science reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1792961811526451200 |